HCID 10297860, compound → HCID 10278790, compound

HRID 1796557Notes

Reaction equation

HRID 1796557 reaction equation
[CH:1]1([NH:6][C:7]2[N:12]=[C:11]([C:13]3[C:14]([C:24]4[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=4)=[N:15][N:16]4[C:21](Cl)=[CH:20][C:19]([Cl:23])=[CH:18][C:17]=34)[CH:10]=[CH:9][N:8]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1>C1(N)CCCC1>[Cl:23][C:19]1[CH:20]=[C:21]([NH:6][CH:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)[N:16]2[N:15]=[C:14]([C:24]3[CH:25]=[CH:26][C:27]([O:30][CH3:31])=[CH:28][CH:29]=3)[C:13]([C:11]3[CH:10]=[CH:9][N:8]=[C:7]([NH:6][CH:1]4[CH2:5][CH2:4][CH2:3][CH2:2]4)[N:12]=3)=[C:17]2[CH:18]=1

Participants

3

Reactant 1

HCID 10297860HCID 10297860, compound

Product 1

HCID 10278790HCID 10278790, compoundYield 154.6%

Reagents, catalysts & solvents 1

HCID 2906CyclopentylamineSolvent

Procedure

N-Cyclopentyl-4-[5,7-dichloro-2-(4-methoxyphenyl)pyrazolo[1,5-a]pyridin-3-yl]-2-pyrimidinamine (80 mg, 0.18 mmol) in cyclopentylamine was treated as described for Example 13 to give 70 mg (80%) of N-{4-[5-chloro-7-(cyclopentylamino)-2-(4-methoxyphenyl)pyrazolo[1,5-a]pyridin-3-yl]-2-pyrimidinyl}-N-cyclopentylamine as a solid. 1H NMR (CDCl3): δ 7.96 (d, 1H), 7.85 (s, 1H), 7.54 (d, 2H), 6.98 (d, 2H), 6.27 (d, 1H), 6.08 (d, 1H), 5.97 (d, 1H), 5.13 (d, 1h), 4.35 (m, 1H), 3.95 (m, 1H), 3.87 (s, 3H), 2.2–2.0 (m, 4H), 1.4–1.9 (m, 12H); MS m/z 503 (M+1).

Sources & evidence

ORD record
ord-26c8d10c1b9f4872ab483f52fe941a7d
Source dataset
uspto-grants-2006_04
Patent number
US07030134B2

Reaction notes

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